SYNTHESIS AND BIOLOGICAL EVALUATION OF
SUBSTITUTED TETRAHYDRO-1H-QUINO[7,8-
B][1,4]BENZODIAZEPINE-3-CARBOXYLIC
DERIVATIVES
YUSUF M. AL-HIARI1, ASHOK K. SHAKYA2*, MUHAMMED H.
ALZWEIRI1, TALAL ABURJAI1, RANA ABU-DAHAB1
1Faculty of Pharmacy, The University of Jordan, Amman 11942, Jordan
2Faculty of Pharmacy and Medical Sciences, Al-Ahliyya Amman
University, Amman 19328, Jordan
* corresponding author: ashokshakya@hotmail.com; ak_shakya@ammanu.edu.jo;
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Abstract:

This research paper aims the preparation of substituted tetrahydroquino[7,8-b] [1,4]benzodiazepine-3-carboxylic acids 4a, 4b and 4c. Reaction of 7-chloro-1-cyclopropyl- 6-fluoro-8-nitro-1,4-dihydroquinoline-3-carboxylic acid (6) with each of 2-amino-5-
methylbenzoic acid (5a), 2-amino-5-flourobenzoic acid (5b), and 2-amino-5-nitrobenzoic acid (5c) yielded 8-nitro-7-substituted anilino-1,4-dihydroquinoline-3-carboxylic acids 7 (a-c) with low yields. Reduction of 7 with sodium dithionite or stannous chloride resulted in the production of 8-amino-7-substituted aniline-1,4-dihydro-quinoline-3-carboxylic acids
10 (a-c). Polyphosphoric acid (PPA) catalyzed thermal lactamization of 10 resulted in the production of 4 (a-c).






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